Not especially.
A lot of what I built on the P&S fell apart when trying to transition to the DSLR. For instance, I didn't know that my Nikon only had fixed apertures of f/2.7 and f/4.4, which explained the mystery of why it was so hard for me to get my face in focus when turning the camera around to take self-portraits. The P&S has a 6-50mm range, and it was (and still is) awkward to try to turn the 20D around to take a self-picture; i had to hold it a lot further away to get the same range as the P&S. I haven't yet figured out how to set it so the shutter button both focuses and sets exposure, so there's a lot of fumbling around with using * and then trying to click the shutter. On the flip side, the noise tells me that it's in focus, and shots are always clear and noise-free.
Weight also has cut down the standard sunset run. I used to go about a mile out furtther with my scooter when it was just the P&S, but with the DSLR thumping on my chest, I've had to cut it down to the minimum distance. An Amazon.com review cited that the 18-55mm II is one of the lighest lenses out there, so I can't imagine how it will feel to ride a scooter with the camera around my neck with a real lens rather than the cheaper, plastic lens.
The sunset run also made extensive use of behind-the-fence shots, of which the P&S still reigns supreme. I can put it over the fence, stick it through somewhat-larger holes, and strike much cleaner angles when I put it up against the usual fence slats. I've since learned how to put the 20D over the fence, but due to a lack of Live View I fire blindly and my keep rate plummets pretty badly. I have to turn the lens to 35mm at least to try to replicate the up-against-the-fence shots and I cannot stick the camera inside the hole, period. If I was still daring like I was in 2006, I most ceratinly couldn't take the 20D when I lift the bottom of the fence, and slide in and underneath the hole (that technique dusted up my Canon A400 pretty badly until I brought a plastic bag to house it while I went under).
That being said, the 20D with AI Servo was already super awesome when I went to take shtos of football camp for the newspaper, and that was just with the 75-300mm - which I've learned is widely regarded as Canon's worst telephoto lens. It can surely only get better as I upgrade to the 70-200mm or thereof better lenses. Indoor shots are more difficult, but at least i know what the settings are and i can kick it up to 1600 ISO without having to worry much about noise (the Nikon only went up to 400 ISO and it was a pain to adjust), or try to set it to f/3.5 (f/5.6 at the 55mm end) in hopes of letting in more light. That, too, can only get better, especailly when I upgrade to the 17-55mm.